| Identification | Back Directory | [Name]
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER | [CAS]
150810-68-7 | [Synonyms]
CS-2126
5-TAMRASE
5-TAMRA,SE, >95%
5-TAMRA-SEor5-TAMRA-NHS
5-TAMRA N-Succinimidyl Ester
5-Carboxytetramethylrhodamine succinimidyl ester
"4-Carboxytetramethylrhodamine N-succinimidyl ester"
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER
5-TAMRA, SE [5-Carboxytetramethylrhodamine, succinimidyl ester] *Single isomer*
5-TAMRA N-succinimidyl ester (5-Carboxy-tetramethylrhodamine N-succinimidyl ester)
5-TAMRA, SE [5-Carboxytetramethylrhodamine, succinimidyl ester] *CAS#: 150810-68-7*
2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-(((2,5-dioxopyrrolidin-1-yl)oxy)carbonyl)benzoate
Xanthylium, 9-2-carboxy-4-(2,5-dioxo-1-pyrrolidinyl)oxycarbonylphenyl-3,6-bis(dimethylamino)-, inner salt
2-[6-(Dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl]-5-[[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl]benzoate | [Molecular Formula]
C29H25N3O7 | [MDL Number]
MFCD00467520 | [MOL File]
150810-68-7.mol | [Molecular Weight]
527.52 |
| Chemical Properties | Back Directory | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [solubility ]
DMF: soluble | [form ]
A solid | [color ]
Pale purple to purple | [Appearance]
Dark red amorphous solid | [InChIKey]
VWFRSNKRTNUMET-UHFFFAOYSA-N | [SMILES]
C(C1C=C(C(=O)ON2C(CCC2=O)=O)C=CC=1C1=C2C=CC(N(C)C)=CC2=[O+]C2C=C(N(C)C)C=CC1=2)(=O)[O-] |
| Hazard Information | Back Directory | [Description]
5-Carboxytetramethylrhodamine succinimidyl ester (5-TAMRA-SE) is an amine-reactive fluorescent probe.1 It has been used in double site-directed peptide modification to label proteinase substrates for use in FRET assays. It quenches lucifer yellow CH (Item No. 25573) fluorescence by greater than 90% in uncleaved proteinase substrates, which allows for the detection of enzyme-cleaved substrates by an increase in fluorescence intensity. It has also been used in the synthesis of fluorescent derivatives of a variety of compounds, including the antibiotic ampicillin (Item No. 14417), nucleotide diphosphate uridine-5’-diphosphate (UDP; Item No. 18137), and the progesterone receptor antagonist RU486 (mifepristone; Item No. 10006317).2,3,4 5-TAMRA-SE displays excitation maxima ranging from 540 to 560 nm and an emission maximum of 580 nm.1 | [Uses]
Amine-Reactive Fluorescent Probe for labeling of DNA and RNA | [Uses]
Amine-reactive form of 5-carboxytetramethylrhodamine single isomer. | [storage]
Store at -20°C | [References]
[1] KIERAN F. GEOGHEGAN. Site-directed double fluorescent tagging of human renin and collagenase (MMP-1) substrate peptides using the periodate oxidation of N-terminal serine. An apparently general strategy for provision of energy-transfer substrates for proteases[J]. Bioconjugate Chemistry Bioconjugate, 1993, 4 6: 537-544. DOI: 10.1021/bc00024a017
[2] ADAM B. SHAPIRO* Mark S Janelle Comita Prevoir. 5-Carboxytetramethylrhodamine-Ampicillin Fluorescence Anisotropy-Based Assay of Escherichia coli Penicillin-Binding Protein 2 Transpeptidase Inhibition[J]. ACS Infectious Diseases, 2019, 5 6: 863-872. DOI: 10.1021/acsinfecdis.8b00351
[3] JUN QI Pablo S Michelle Oppenheimer. Fluorescence Polarization Binding Assay for Aspergillus fumigatus Virulence Factor UDP-Galactopyranose Mutase.[J]. Enzyme Research, 2011, 2011: 513905. DOI: 10.4061/2011/513905
[4] ROY WEINSTAIN. Fluorescent Ligand for Human Progesterone Receptor Imaging in Live Cells[J]. Bioconjugate Chemistry Bioconjugate, 2013, 24 5: 766-771. DOI: 10.1021/bc3006418 | [Abs/Em Maxima]
553/575 nm | [Excitation / Emission Maximum]
546 nm/580 nm | [Extinction Coefficient]
92,000 | [Microscopy Laser Line]
532 nm or 555 nm | [Flow Cytometry Laser Line]
532 nm or 555 nm | [Spectrally Similar Dyes]
Alexa Fluor® 555, CF® 555, DyLight® 549 |
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